Literature DB >> 28849661

Synthesis of Chondroitin Sulfate A Bearing Syndecan-1 Glycopeptide.

Sherif Ramadan1, Weizhun Yang, Zeren Zhang, Xuefei Huang.   

Abstract

Syndecan-1 chondroitin sulfate glycopeptide was synthesized for the first time using the cassette approach. The sequence of glycosylation to form the octasaccharide serine cassette was critical. The glycopeptide was successfully assembled via a 2+ (3 + 3) glycosylation strategy followed by peptide chain elongation.

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Year:  2017        PMID: 28849661      PMCID: PMC5772981          DOI: 10.1021/acs.orglett.7b02271

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  22 in total

1.  A facile method for oxidation of primary alcohols to carboxylic acids and its application in glycosaminoglycan syntheses.

Authors:  Lijun Huang; Nardos Teumelsan; Xuefei Huang
Journal:  Chemistry       Date:  2006-07-05       Impact factor: 5.236

2.  Iterative one-pot synthesis of oligosaccharides.

Authors:  Xuefei Huang; Lijun Huang; Haisheng Wang; Xin-Shan Ye
Journal:  Angew Chem Int Ed Engl       Date:  2004-10-04       Impact factor: 15.336

3.  Highly efficient and versatile synthesis of proteoglycan core structures from 1,6-anhydro-beta-lactose as a key starting material.

Authors:  Ken Shimawaki; Yoshinori Fujisawa; Fumihiro Sato; Naoki Fujitani; Masaki Kurogochi; Hiroko Hoshi; Hiroshi Hinou; Shin-Ichiro Nishimura
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  From polymer to size-defined oligomers: an expeditious route for the preparation of chondroitin oligosaccharides.

Authors:  Chrystel Lopin; Jean-Claude Jacquinet
Journal:  Angew Chem Int Ed Engl       Date:  2006-04-10       Impact factor: 15.336

5.  Oversulfated chondroitin/dermatan sulfates containing GlcAbeta1/IdoAalpha1-3GalNAc(4,6-O-disulfate) interact with L- and P-selectin and chemokines.

Authors:  Hiroto Kawashima; Kazuyuki Atarashi; Mayumi Hirose; Jun Hirose; Shuhei Yamada; Kazuyuki Sugahara; Masayuki Miyasaka
Journal:  J Biol Chem       Date:  2002-01-30       Impact factor: 5.157

6.  The amide group in N-acetylglucosamine glycosyl acceptors affects glycosylation outcome.

Authors:  Liang Liao; France-Isabelle Auzanneau
Journal:  J Org Chem       Date:  2005-08-05       Impact factor: 4.354

7.  Structural and functional characterization of oversulfated chondroitin sulfate/dermatan sulfate hybrid chains from the notochord of hagfish. Neuritogenic and binding activities for growth factors and neurotrophic factors.

Authors:  Chilkunda D Nandini; Tadahisa Mikami; Mitsuhiro Ohta; Nobuyuki Itoh; Fumiko Akiyama-Nambu; Kazuyuki Sugahara
Journal:  J Biol Chem       Date:  2004-09-22       Impact factor: 5.157

8.  Thioglycuronides: synthesis and application in the assembly of acidic oligosaccharides.

Authors:  Leendert J van den Bos; Jeroen D C Codée; John C van der Toorn; Thomas J Boltje; Jacques H van Boom; Herman S Overkleeft; Gijsbert A van der Marel
Journal:  Org Lett       Date:  2004-06-24       Impact factor: 6.005

9.  A chondroitin sulfate small molecule that stimulates neuronal growth.

Authors:  Sarah E Tully; Ross Mabon; Cristal I Gama; Sherry M Tsai; Xuewei Liu; Linda C Hsieh-Wilson
Journal:  J Am Chem Soc       Date:  2004-06-30       Impact factor: 15.419

Review 10.  The role of chondroitin sulfate proteoglycans in regeneration and plasticity in the central nervous system.

Authors:  Clare M Galtrey; James W Fawcett
Journal:  Brain Res Rev       Date:  2007-01-11
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  5 in total

1.  Automated Solid Phase Assisted Synthesis of a Heparan Sulfate Disaccharide Library.

Authors:  Sherif Ramadan; Guowei Su; Kedar Baryal; Linda C Hsieh-Wilson; Jian Liu; Xuefei Huang
Journal:  Org Chem Front       Date:  2022-04-19       Impact factor: 5.456

2.  Synthesis of O-Sulfated Human Syndecan-1-like Glyco-polypeptides by Incorporating Peptide Ligation and O-Sulfated Glycopeptide Cassette Strategies.

Authors:  Tianlu Li; Weizhun Yang; Sherif Ramadan; Xuefei Huang
Journal:  Org Lett       Date:  2020-08-06       Impact factor: 6.005

3.  Long-Range Stereodirecting Participation across a Glycosidic Linkage in Glycosylation Reactions.

Authors:  Weizhun Yang; Jicheng Zhang; Chia-Wei Yang; Sherif Ramadan; Richard Staples; Xuefei Huang
Journal:  Org Lett       Date:  2020-12-22       Impact factor: 6.005

4.  Chemical Synthesis and Anti-Inflammatory Activity of Bikunin Associated Chondroitin Sulfate 24-mer.

Authors:  Sherif Ramadan; Tianlu Li; Weizhun Yang; Jicheng Zhang; Zahra Rashidijahanabad; Zibin Tan; Narayanan Parameswaran; Xuefei Huang
Journal:  ACS Cent Sci       Date:  2020-06-01       Impact factor: 14.553

5.  Chemical synthesis of human syndecan-4 glycopeptide bearing O-, N-sulfation and multiple aspartic acids for probing impacts of the glycan chain and the core peptide on biological functions.

Authors:  Weizhun Yang; Yigitcan Eken; Jicheng Zhang; Logan Emerson Cole; Sherif Ramadan; Yongmei Xu; Zeren Zhang; Jian Liu; Angela K Wilson; Xuefei Huang
Journal:  Chem Sci       Date:  2020-05-11       Impact factor: 9.825

  5 in total

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